Sodium Carbonate → HCID 57658001, compound

Participants

Reaction Conditions

Reaction Steps

Bring a mixture of trifluoro-methanesulfonic acid 3,5-dichloro-4-(3-cyclohexyl-2-oxo-pyrrolidin-1-ylmethyl)-phenyl ester (0.80 g, 1.69 mmol), 4-methoxycarbonylphenylboronic acid (0.457 g, 2.53 mmol), sodium carbonate (0.538 g, 5.07 mmol) in THF (20 mL) and water (5 mL) to 60° C. To the mixture at 60° C., add Pd(PPh3)4 (0.098 g, 0.084 mmol), raise the reaction temperature to 80° C., and stir for 3 hours. Cool the reaction, dilute with ethyl acetate, and wash with water and brine. Dry the organic layer (Na2SO4), remove the solvent in vacuo to afford crude product, and purify on silica gel column with 20% ethyl acetate in hexanes to afford 0.62 g (80%) of the titled product. MS (m/z): 460 (M+).

Provenance & Evidence